3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide

Base Information

• Chemical Name: 3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide
• CAS No.: 298206-19-6
• Molecular Formula: C₁₈H₁₆ClN₃O₃S
• Molecular Weight: 389.862

Synonyms:3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide

Chemical Property of 3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide

Chemical Property:

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Technology Process of 3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide

There total 3 articles about 3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(4-(4'-chlorophenyl)-3-cyano-5-ethoxycarbonyl-6-methyl)pyridin-2-ylthioacetamide (298206-17-4) → 3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide (298206-19-6)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.0833333h; Heating;

DOI:10.1002/jhet.5570420606

Reference yield: 83.0%

ethyl 4-(4'-chlorophenyl)-3-cyano-6-methyl-1,2-dihydropyridine-5-carboxylate (97651-28-0) + Chloroacetamide (79-07-2) → 3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide (298206-19-6)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.333333h; Heating;

DOI:10.1002/jhet.5570420606

Reference yield:

ethyl 4-(4'-chlorophenyl)-3-cyano-6-methyl-1,2-dihydropyridine-5-carboxylate (97651-28-0) → 3-amino-(4'-chlorophenyl)-5-ethoxycarbonyl-6-methylthieno[2,3-b]pyridine-2-carboxamide (298206-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / sodium acetate trihydrate / ethanol / 3 h / Heating

2: 93 percent / sodium ethoxide / ethanol / 0.08 h / Heating

With sodium ethanolate; sodium acetate; In ethanol; 2: Thorpe-Ziegler cyclization;

DOI:10.1002/jhet.5570420606

upstream raw materials:

(4-(4'-chlorophenyl)-3-cyano-5-ethoxycarbonyl-6-methyl)pyridin-2-ylthioacetamide

ethyl 4-(4'-chlorophenyl)-3-cyano-6-methyl-1,2-dihydropyridine-5-carboxylate

Chloroacetamide

Downstream raw materials:

ethyl 9-(4'-chlorophenyl)-7-methyl-2-(3'-amino-4'-(4''-chlorophenyl)-5'-ethoxycarbonyl-6'-methylthieno[2,3-b]pyridin-2'-yl)-4-oxo-3,4-dihydropyrido[3',2':4,5]thieno[3,2-d]pyrimidine-8-carboxylate

ethyl 9-(4'-chlorophenyl)-7-methyl-2-(4'-(4''-chlorophenyl)-3'-cyano-5'-ethoxycarbonyl-6'-methylpyridin-2'-ylthiomethyl)-4-oxo-3,4-dihydropyrido[3',2':4,5]thieno[3,2-d]pyrimidine-8-carboxylate

ethyl 4-chloro-2-chloromethyl-9-(4'-chlorophenyl)-7-methylpyrido[3',2':4,5]thieno[3,2-d]pyrimidine-8-carboxylate

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